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HRID 993206作成日:2026年10月27日

Methyl Cinnamate → Methyl 4-methylene-2-phenylcyclopentanecarboxylate, trans-

https://huagongshe.com/reaction/993206

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl CinnamateHCID 637520—
反応物2-(Trimethylsilylmethyl)allyl acetateHCID 4428347—
触媒1,2-Bis(diphenylphosphino)ethaneHCID 74267—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒TetrahydrofuranHCID 8028—
生成物Methyl 4-methylene-2-phenylcyclopentanecarboxylate, trans-HCID 1253722492.5%

反応手順

A mixture of methyl trans-cinnamate (5.0 g, 31 mmol), tetrakis(triphenylphosphine) palladium(0) (2.6 g, 2.3 mmol), 1,2-bis(diphenylphosphino)ethane (0.70 g, 1.8 mmol) and 2-((trimethylsilyl)methyl)-2-propen-1-yl acetate (6.90 g, 37 mmol) in THF (60 mL) under argon was heated to reflux for 4 h. An additional aliquot of 2-((trimethylsilyl)methyl)-2-propen-1-yl acetate (3.40 g) was added and the reaction was continued for another 16 h. The volatiles were then removed in vacuo and the residue was purified by FC (10% ethyl acetate in hexanes) to afford the title compound (6.2 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06472410B1
出典データセットuspto-grants-2002_10
ORD IDord-79e976a22e304948b843938dd12dbcf3
出典メモuspto-grants-2002_10